5-Bedroom Homes for Sale in Cook County IL

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  /11

  $400,000

  • 5 Beds
  • 2 Baths

  814 S Karlov Ave, Chicago, IL 60624

  Luxurious Living Meets Exceptional Investment at 814 S. Karlov Welcome to this stunningly renovated two-unit gem nestled in the heart of West Garfield Park, a neighborhood on the rise and brimming with new development. This elegant brick building boasts a total of 5 bedrooms and 2 full baths, offering the perfect blend of modern comfort, style, and serious income potential. Step inside to

  Eva Diaz ExaRealty LLC

  814 S Karlov Ave, Chicago, IL 60624
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  /28

  $235,000

  • 7 Beds
  • 3 Baths

  648 W 60th St, Chicago, IL 60621

  Don't miss this incredible opportunity to own a move-in ready, income-generating two-unit building with equity waiting to be unlocked! Featuring a finished walkout basement perfect for owner-occupancy or related living, this property is ideal for both homeowners looking reduce housing expenses and investors. The numbers make GREAT sense!!! The FIRST FLOOR unit offers 3 BEDROOMS, a formal

  Eve Benton Exit Infinity Realty

  648 W 60th St, Chicago, IL 60621
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  /8

  $400,000

  • 8 Beds
  • 6 Baths

  353 Yates Ave, Calumet City, IL 60409

  A Calumet City gem. This recently rehabbed 3 flat is ideal for the savvy investor or the landlord occupied owner. The property features two 3 bedroom / 1.5 bath apartments. As well as 2 bedroom / 1.5 bathroom apartment. Each apartment has their own HVAC, large living room areas, hardwood floors throughout, two car garage and a privacy fence.

  James Dukes Illinois Real Estate Partners

  353 Yates Ave, Calumet City, IL 60409
• 

  

  

  /18

  $389,000

  • 7 Beds
  • 3 Baths

  7608 S Peoria St, Chicago, IL 60620

  Amazing Potential Here! Building has Hardwood flooring throughout, Both units have been updated with the first floor duplex featuring 4 bedroom and 2 full bathrooms; with the second floor having 3 bedroom and 1 full bathroom exterior has been previously tuck-pointed, enclosed porch has been repaired w/new drywall & replaced posts, gorgeous original wood through both units, Selling in As-Is

  Bryant Triplett RE/MAX 10

  7608 S Peoria St, Chicago, IL 60620
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  /25

  $355,000

  • 6 Beds
  • 3 Baths

  1144 N Austin Blvd, Oak Park, IL 60302

  A rare opportunity in beautiful Oak Park- 2-unit property sits proudly on a double lot! Whether you're looking to invest or live in one unit while renting the other. The spacious first-floor duplex features a freshly painted living and dining room, a total of 4 bedrooms (one on the main floor and three in the finished basement), and two full bathrooms. The kitchen includes brand-new appliances.

  Sohail Salahuddin eXp Realty

  1144 N Austin Blvd, Oak Park, IL 60302
• 

  

  /31

  $522,000

  • 5 Beds
  • 3 Baths

  6317 W Roscoe St, Chicago, IL 60634

  All the space you need-inside and out-on a peaceful, tree-lined street in the Portage Park neighborhood. This beautifully updated home offers three finished levels, 5 true bedrooms, 3 full baths, and stylish finishes throughout, all on an oversized 37'-wide lot. The heart of the home is the spacious eat-in kitchen, complete with quartz countertops, stainless steel appliances, a pantry closet and

  Cynthia Sodolski Compass

  6317 W Roscoe St, Chicago, IL 60634
• 

  

  /34

  $543,000

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft

  17710 Presidents Dr, Homewood, IL 60430

  Welcome to this stunning, fully-renovated home tucked in the rarely available, exclusive community on Presidents Drive in the heart of Homewood! Homes in this serene cul-de-sac are a rare find-residents rarely leave because where else can you enjoy open nature views from both the front and back, with direct access to a scenic walking trail and even fishing right outside your door? Situated in

  Daniel Ramirez Real Broker LLC

  17710 Presidents Dr, Homewood, IL 60430
• 

  

  /21

  $149,900

  • 5 Beds
  • 3 Baths

  10901 S Michigan Ave, Chicago, IL 60628

  Beautiful Single Family Residence with basement and outdoor parking, being used as a 2 Unit property. 1 Bedroom in first floor Unit, and 4 Bedrooms in second floor Unit. Seller is addressing zoning for this property, it should be a 2 Unit. Great investment opportunity, live in one and rent the other!

  Michael Olszewski Area Wide Realty

  10901 S Michigan Ave, Chicago, IL 60628
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  /43

  $675,000

  • 6 Beds
  • 4 Baths

  1643 S Fairfield Ave, Chicago, IL 60608

  Douglas Park is hot! This is a well-maintained, all brick, legal 3-unit building in a fantastic location! It is within walking distance to Mount Sinai, Douglas Park, Lagunitas Brewery and Cinespace. It is a gem! This property has two strategies. First, you can live in one unit and rent out the other two units. Second, you can just keep the building as an investment property! This building

  Peter Drossos Peter Drossos Real Estate

  1643 S Fairfield Ave, Chicago, IL 60608
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  /62

  $1,199,900

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  6035 N Navarre Ave, Chicago, IL 60631

  Stunning Norwood Park custom built home boast almost 4000 square feet above grade. Large living, formal dining room with custom built in Amish hutch. Huge Chef's kitchen has custom Amish cabinets, new refrigerator, 10 foot Island, adjacent eating area and 25 x 20 family room with wood burning fireplace. Rare front and rear interior oversized oak staircases, bonus three car brick garage with

  Dympna Fay-Hart Baird & Warner

  6035 N Navarre Ave, Chicago, IL 60631
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  /31

  $800,000

  • 6 Beds
  • 3 Baths

  4870 N Magnolia Ave, Chicago, IL 60640

  WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Legal 2 unit (not a 3 unit - BEDROOMS CAN HOLD TWIN BEDS) with 3 bedrooms top floor and a 3bed/2bth/2 kitchen duplex down (basement can be it's own unit. The basement height is 6 ft 5 at it's highest point - you take the back interior stairs to get to basement) 25 x 180 oversized lot! Rental comps around 2500 and 3500 for a total of 6k a month. 2025

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  4870 N Magnolia Ave, Chicago, IL 60640
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  /36

  $1,249,000

  • 5 Beds
  • 4.5 Baths
  • 4,581 Sq Ft

  1106 S Kensington Ave, La Grange, IL 60525

  Striking all brick home built in 2004, ideally situated in the highly sought-after LaGrange Country Club area. Boasting timeless curb appeal, situated on an expansive 75-foot-wide lot and features an attached three-car garage, creating an impressive exterior presence. Welcoming two-story foyer highlights a grand staircase and captivating views of the second-floor wraparound landing, offering

  Catherine Pajauskas @properties Christie's International Real Estate

  1106 S Kensington Ave, La Grange, IL 60525
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  /35

  $434,900

  • 5 Beds
  • 3 Baths

  5009 W Addison St, Chicago, IL 60641

  Amazing opportunity in sought-after Portage Park! This spacious legal 2-unit property offers versatility and strong investment potential. The first unit(front) features 2 bedrooms and 1 bath, while the second unit (rear) includes 3 bedrooms and 2 baths - ideal for extended family or rental income. Enjoy a large backyard, private green space, and a detached garage. Located near Portage Park,

  Baltazar Nunez Realty of America, LLC

  5009 W Addison St, Chicago, IL 60641
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  /33

  $489,900

  • 5 Beds
  • 3.5 Baths
  • 2,371 Sq Ft

  9131 S Exchange Ave, Chicago, IL 60617

  Stunning Fully Renovated 5-Bedroom Home with Additional Lower-Level Bedroom | 3.5 Baths Welcome to 9131 S Exchange Ave, where contemporary design meets everyday comfort. This beautifully renovated home offers outstanding curb appeal and a spacious layout designed for modern living. Step inside to an open-concept main level filled with natural light. The inviting living area flows seamlessly

  Eduardo Camargo 24/7 Real Estate Inc

  9131 S Exchange Ave, Chicago, IL 60617
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  /40

  $449,900

  • 5 Beds
  • 3 Baths

  4155 Eberly Ave, Brookfield, IL 60513

  Welcome to this beautifully maintained, oversized brick bungalow situated in the award-winning Lyons Township School District. This home offers a perfect blend of space, modern updates, and an unbeatable location. Whether you're commuting or exploring, the Metra train station is just a few blocks away, downtown La Grange is only a 2-minute drive, and Ehlert Park is within walking distance,

  Nick Temen HomeSmart Realty Group

  4155 Eberly Ave, Brookfield, IL 60513
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  /32

  $599,000

  • 7 Beds
  • 3 Baths

  322 S Kostner Ave, Chicago, IL 60624

  Turn Key Opportunity! Stunning fully Renovated legal 3-Unit Property in the rapidly appreciating West Garfield Park neighborhood! Extremely LOW taxes! This all new construction was fully permitted and inspected by the City Of Chicago, a true turnkey opportunity for investors or house hackers. Every inch of this building has been redesigned with quality and style in mind. Each unit features

  Lawanda Gooden Hometown Real Estate Group LLC

  322 S Kostner Ave, Chicago, IL 60624
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  /58

  $1,399,900

  • 5 Beds
  • 6 Baths
  • 4,007 Sq Ft

  1104 Fair Oaks Ave, Oak Park, IL 60302

  A handsome brick and stone exterior and lovely front porch welcome you to this spacious home. Dream kitchen with top of the line Miele/Bosch/Sub Zero appliances and amenities that you didn't even think of but will love like a 48 inch fridge, induction cooktop, built-in coffee/espresso station, under-counter icemaker, thoughtful cabinet/storage design and more! The attractive quartz peninsula has

  Marion Digre RE/MAX In The Village

  1104 Fair Oaks Ave, Oak Park, IL 60302
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  /50

  $2,699,000

  • 5 Beds
  • 8 Baths
  • 5,542 Sq Ft

  1669 Monterey Dr, Glenview, IL 60026

  Experience the height of luxury and functionality in this exceptional custom-built residence crafted by builder as a personal residence with exquisite finishes in every room. This home features five fireplaces and impressive ceilings reaching up to 24 feet, creating a grand ambiance throughout. On the first floor, you'll find a sunroom, library, and a full bedroom suite, providing perfect spaces

  Missy Jerfita Compass

  1669 Monterey Dr, Glenview, IL 60026
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  /24

  $489,000

  • 5 Beds
  • 3 Baths

  2539 N 74th Ct, Elmwood Park, IL 60707

  This PERFECTLY maintained two-flat apartment COVERS ALL THE BASES and offers the OPPORTUNITY to enjoy a home plus income! You will appreciate the MOVE-RIGHT- IN CONDITION and the convenient center of town setting with shops, dining, parks and services all at hand. You will be charmed by its picture perfect curb appeal! The home's traditional design is enhanced by a restored and welcoming covered

  Victoria Atkins Compass

  2539 N 74th Ct, Elmwood Park, IL 60707
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  /30

  $750,000

  • 6 Beds
  • 4 Baths

  736 N Ada St, Chicago, IL 60642

  Tremendous opportunity for investment of living space in the great community of West Town, Thise building offer two units w/three bedrooms in each one plus full finished basement w/extra rooms and full bath can be duplex w/1st floor, two car garage and big yard. Great location, easy access to parks, cultural hot sports, expressway access, transportation, and much more to offers.

  Maria Galindo RE/MAX 10

  736 N Ada St, Chicago, IL 60642
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  /32

  $449,999

  • 6 Beds
  • 2 Baths

  3738 S Hermitage Ave, Chicago, IL 60609

  Well-maintained and move-in ready! This solid brick 2-flat features beautifully refinished hardwood floors, updated kitchens and bathrooms, and separate utilities for each unit. Enjoy the comfort of central A/C, forced air heat, and the convenience of in-unit washer/dryers on both floors. Each unit has its own mechanicals. A spacious 2-car garage adds value and functionality. Perfect for

  Ryan Grober Jameson Sotheby's Intl Realty

  3738 S Hermitage Ave, Chicago, IL 60609
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  /8

  $899,900

  • 14 Beds
  • 5 Baths

  459 W 26th St, Chicago, IL 60616

  HARD TO FIND SUCH GREAT SOLID BRICK BUILDING FOR SALE. GOOD INVESTMENT, 3 FLAT + FINISHED BASEMENT + 2 CAR BRICK GARAGE. EACH UNIT WITH HARDWOOD FLOOR ,CENTRAL AIR/HEAT . UNIT WASHER/DRYER, GREAT LOCATION, CONVENIENT TO EVERYWHERE, MINS. TO CHINATOWN/ CHICAGO DOWNTOWN.

  Helen Dai Pilsen Realty Group

  459 W 26th St, Chicago, IL 60616
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  /21

  $208,000

  • 6 Beds
  • 2 Baths

  3730 W 140th Place, Robbins, IL 60472

  Looking for a great investment property? Don't miss out on this brick 2 unit! There are two 3 bedroom 1 bathroom units. This can be a desirable set-up for investors and potential tenants. Rent out all 2 units, or live in one unit and rent the out the other to cover your mortgage and expenses. Don't let this one go by because it will not last long! Desirable 218 school district.

  Steve Olszewski Berkshire Hathaway HomeServices Starck Real Estate

  3730 W 140th Place, Robbins, IL 60472
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  /25

  $6,250,000

  • 5 Beds
  • 9 Baths
  • 10,179 Sq Ft

  451 W Superior St, Chicago, IL 60654

  Recently completed, beautifully RENOVATED luxury at its finest within the sought-after Kingsbury Estates (including private, gated alley). Exquisite six bedroom, six full & three half bath residence offering 10,000 sq ft of ultimate living in the heart of River North. Features include a 5-stop elevator, recreation/billard room, theatre room, wine cellar, library/office, 4 fireplaces, 2 covered

  Paul Gorney eXp Realty

  451 W Superior St, Chicago, IL 60654
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  /41

  $210,000

  • 5 Beds
  • 3 Baths
  • 2,238 Sq Ft

  3205 Oak Ct, Hazel Crest, IL 60429

  Discover the space and comfort this 5-bedroom, 3-bath home has to offer, ideally located in the heart of Hazel Crest. With over 2,200 square feet, this property features a bright, sunlit living area, an open kitchen with plenty of cabinets and counter space, modern bathrooms, and generously sized bedrooms. An attached 2-car garage provides added convenience. Sold as-is. Come see the

  Halina Zdanowski LPT Realty

  3205 Oak Ct, Hazel Crest, IL 60429
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  /24

  $479,000

  • 5 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  754 Central Park Ave, Flossmoor, IL 60422

  This stunning Colonial home is now on the market and ready for new owners! This charming five-bedroom residence features an abundance of updates, too numerous to mention. The kitchen has been completely remodeled, showcasing beautiful cabinets, gold hardware, a farmhouse sink, and a butcher block countertop. The living room boasts hardwood floors and a lovely brick fireplace surround. The updated

  Howard Thomas RE/MAX Premier

  754 Central Park Ave, Flossmoor, IL 60422
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  /8

  $389,500

  • 9 Beds
  • 3 Baths

  4141 W Jackson Blvd, Chicago, IL 60624

  Investors here you go - beautiful 2 flat brownstone plus garden unit in West Garfield Park! This is priced to generate nearly 20% cash on cash returns! The building contains (2) three bedroom/ 1 bathroom units, (1) four bedroom/1 bathroom (10 bedrooms / 3 bathrooms total). Fully occupied generating over $51k/year in rents with upside potential. Building has been occupied by great tenants

  Tian Xin Weichert,Realtors-FirstChicago

  4141 W Jackson Blvd, Chicago, IL 60624
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  /58

  $1,549,000

  • 5 Beds
  • 3.5 Baths
  • 4,640 Sq Ft

  2847 W Division St, Chicago, IL 60622

  Overlooking iconic Humboldt Park, this custom-built, four-level home is where elegance meets everyday comfort. Set on an extra-wide, extra-deep lot, it's designed for both lively entertaining and quiet retreats with generous space for gatherings and intimate corners for slowing down. Step inside to soaring 10-foot ceilings, oak-stained hardwood floors, and beautifully crafted details-wainscoting,

  Joe Betancourt Betancourt Realty

  2847 W Division St, Chicago, IL 60622
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  /18

  $175,000

  • 6 Beds
  • 4 Baths

  6151 S Marshfield Ave, Chicago, IL 60636

  Excellent Investment Opportunity in West Englewood! Solid brick 2-flat perfect for investors or rehabbers looking for their next project. The first-floor unit features 3 bedrooms and 1 bathroom, while the second-floor unit offers 3 bedrooms and 2 bathrooms. The property also includes a full basement with full bath-ideal for potential conversion into a legal third unit (buyer to verify zoning and

  Monique Rolling Baird & Warner

  6151 S Marshfield Ave, Chicago, IL 60636
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  /6

  $125,000

  • 7 Beds
  • 4 Baths

  645 E 113th St, Chicago, IL 60628

  Prime Investment Opportunity in Historic Pullman. For the savvy investor/discerning buyer, unlock the full potential of this 2-unit located in the rapidly revitalizing Pullman district. With a ton of square footage plus a full, unfinished basement, this property offers a rare opportunity to add significant value through renovation, reconfiguration, or redevelopment. Whether you're seeking to

  Sharial Howard @properties Christie's International Real Estate

  645 E 113th St, Chicago, IL 60628
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  /26

  $169,900

  • 5 Beds
  • 2 Baths

  7254 S Morgan St, Chicago, IL 60621

  This stunning property has been meticulously cared for and is prepared for its new owners to personalize it. Recently painted, it boasts five generous bedrooms and two elegant bathrooms, complete with modern new countertops. Additional highlights include a full unfinished basement and parking space for two vehicles. The expertly crafted construction offers both charm and durability, featuring

  Andres Olaez Keller Williams ONEChicago

  7254 S Morgan St, Chicago, IL 60621
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  /28

  $500,000

  • 7 Beds
  • 3 Baths

  2500 Lombard Ave, Berwyn, IL 60402

  Welcome to this charming 2-unit brick bungalow offering space and flexibility. The main level features 3 bedrooms, a bright dining room, a cozy living room, and a well-equipped kitchen with a full bath and in-unit laundry. The finished attic provides a versatile area with a bedroom, living space, and half bath, perfect for a home office or guest suite. The garden apartment offers 3 additional

  J. Alday Realty of America, LLC

  2500 Lombard Ave, Berwyn, IL 60402
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  /33

  $374,900

  • 6 Beds
  • 4 Baths

  8132 S Marshfield Ave, Chicago, IL 60620

  Gain instant income with this updated classic brick 2-flat in the Auburn Gresham. This property offers (2) 3-bed, 2-bath units featuring: sun-filled living rooms with decorative fireplaces; formal dining rooms; large kitchens with shaker cabinets, quartz counts, stainless appliances and loads of storage; stylish bathrooms; spacious bedrooms; in-unit laundry; full un-finished basement and detached

  Anthony Disano Parkvue Realty Corporation

  8132 S Marshfield Ave, Chicago, IL 60620
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  /16

  $230,000

  • 6 Beds
  • 4 Baths

  32 E 119th St, Chicago, IL 60628

  Cash Flowing Brick Investment Property Opportunity! Fully Occupied with 1 market rent tenant and two CHA tenants. First floor is a step down duplex vibe consisting of 3 bedrooms and 1.5 bath. The second floor front unit consists of 1 bedroom and 1 bath second floor rear unit consists of 2 bedrooms and 1 bath. Market tenant os below current market rent. Also, included in the sale will be a full

  Jameelah Smith @properties Christie's International Real Estate

  32 E 119th St, Chicago, IL 60628
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  /33

  $799,800

  • 6 Beds
  • 3 Baths

  3215 S Lowe Ave, Chicago, IL 60616

  Welcome to 3215 S Lowe Avenue-an exceptionally well-maintained brick three-flat on one of Bridgeport's most desirable and picturesque blocks. Owned by the original family, this property has been lovingly cared for and thoughtfully updated throughout the years, offering a unique opportunity for investors or owner-occupants alike. The first-floor unit features a spacious layout with two

  Natalie Scumaci Jameson Sotheby's Intl Realty

  3215 S Lowe Ave, Chicago, IL 60616
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  /16

  $195,000

  • 5 Beds
  • 1 Bath
  • 1,150 Sq Ft

  12410 S Parnell Ave, Chicago, IL 60628

  Welcome to this beautifully maintained 5-bedroom home offering both space and peace of mind. Recently updated with a brand new roof and all-new copper piping, this home blends classic charm with essential modern upgrades. Whether you need extra bedrooms for family, guests, or work-from-home setups, this layout provides flexibility and comfort. Solid construction, upgraded systems, and room to

  Jose Luis Martinez GMC Realty LTD

  12410 S Parnell Ave, Chicago, IL 60628
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  /13

  $154,555

  • 8 Beds
  • 4 Baths

  5356 S Aberdeen St, Chicago, IL 60609

  GREAT INVESTMENT ON THIS LEGAL 4 UNIT BUILDING WITH GREAT SOLID BONES! PROPERTY HAS ALREADY BEEN GUTTED AND READY FOR YOUR IDEAS. IT FEATURES FOUR UNITS WITH 2 BEDROOMS EACH AND A FULL UNFINISHED BASEMENT FOR EXPANSION. ALSO, A TWO CAR GARAGE AND THE POTENTIAL OF ADJOINING THE LOT NEXT DOOR, SOUTH (NOT PART OF THE PROPERTY). SOLD IN "AS IS" CONDITIONS. SELLER NOR LISTING AGENT MAKE ANY

  Silverio Nodal Superior R.E. Services, Inc.

  5356 S Aberdeen St, Chicago, IL 60609
• 

  

  /46

  $2,595,000

  • 6 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  1407 N Dearborn St, Chicago, IL 60610

  Historic Gold Coast Row Home on Extra-Deep Lot with Rare Garden Oasis and 2-Car Garage! Perfectly positioned on a quiet, tree-lined block in Chicago's prestigious Gold Coast, this stately row home sits on an exceptional 25' x 132' lot-offering a rare combination of historic charm, expansive indoor-outdoor living, and coveted parking. A beautifully landscaped, oversized garden and a rare 2-car

  Carrie McCormick @properties Christie's International Real Estate

  1407 N Dearborn St, Chicago, IL 60610
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  /95

  $2,250,000

  • 5 Beds
  • 7 Baths
  • 9,152 Sq Ft

  153 Algonquin Rd, Barrington, IL 60010

  A rare opportunity to own 20+ prime acres in sought-after Barrington Hills! This exceptional 9,000+ sq ft estate offers resort-style living with an incredible indoor pool, expansive living areas, and a separate log-cabin-style guest house-all set amidst serene countryside. The main residence features 5 bedrooms and 7 full baths, including a convenient main-floor suite with ensuite bath, ideal for

  John Morrison @properties Christie's International Real Estate

  153 Algonquin Rd, Barrington, IL 60010
• 

  

  /32

  $525,000

  • 6 Beds
  • 2.5 Baths
  • 3,850 Sq Ft

  1511 N Monitor Ave, Chicago, IL 60651

  Classic Chicago Bungalow Duplex on tree-lined street, wood floors, separate sitting room. large kitchen. New Listing - Ideal for First-Time Buyers or Investors! 6-Bedroom Duplex Single-Family Home in Hot Austin Neighborhood Welcome to 1511 N Monitor Ave - a spacious and versatile duplex-style single-family home featuring 6 bedrooms and 2 full bathrooms on an oversized lot in the vibrant and

  Edgar Yuquilima Real People Realty Inc

  1511 N Monitor Ave, Chicago, IL 60651

Showing Results 321 - 360, Page 9 of 18